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Chemical Structure| 50-44-2 Chemical Structure| 50-44-2

Structure of 6-Mercaptopurine
CAS No.: 50-44-2

Chemical Structure| 50-44-2

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6-Mercaptopurine inhibits the de novo purine synthesis through interference with DNA and RNA synthesis, it's an immunosuppressive and antileukemic drug. 6-mercaptopurine was found to inhibit SARS-CoV PLpro.

Synonyms: 6-MP; Mercaptopurine; 6-thiopurine

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Product Details of 6-Mercaptopurine

CAS No. :50-44-2
Formula : C5H4N4S
M.W : 152.18
SMILES Code : S=C1N=CNC2=C1NC=N2
Synonyms :
6-MP; Mercaptopurine; 6-thiopurine
MDL No. :MFCD00233552
InChI Key :GLVAUDGFNGKCSF-UHFFFAOYSA-N
Pubchem ID :667490

Safety of 6-Mercaptopurine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Related Pathways of 6-Mercaptopurine

DNA

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Human liver cytosol 10–1000 µM 15 minutes Investigate the in vitro metabolism of 6MP to 6TUA, revealing that 6MP is metabolized to 6TUA via the 6TX intermediate. Both AO and XO are involved in the metabolism of the 6TX intermediate, while only XO is responsible for converting 6TX to 6TUA. Drug Metab Dispos. 2014 Aug;42(8):1334-40.
Primary microglia 50 µM 16 hours To investigate the effect of 6-MP on LPS-induced TNF-α production. Results showed that 6-MP significantly attenuated TNF-α secretion and mRNA expression. J Neuroinflammation. 2016 Apr 13;13(1):78.
BV-2 microglial cells 50 µM 16 hours To investigate the effect of 6-MP on LPS-induced TNF-α production. Results showed that 6-MP significantly attenuated TNF-α secretion and mRNA expression. J Neuroinflammation. 2016 Apr 13;13(1):78.
REH cells 10 µM 2, 6, or 24 hours Measure net accumulation of MP metabolites, showing significantly lower MP metabolite levels in mutant NT5C2 cells compared to wildtype Mol Cancer Ther. 2019 Oct;18(10):1887-1895.
Nalm6 cells 10 µM 2, 6, or 24 hours Measure net accumulation of MP metabolites, showing significantly lower MP metabolite levels in mutant NT5C2 cells compared to wildtype Mol Cancer Ther. 2019 Oct;18(10):1887-1895.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Guinea pigs Guinea pig delayed hypersensitivity model Intramuscular injection 35-50 mg/kg Once daily for 10 days To study the suppressive effect of 6-MP on delayed hypersensitivity in guinea pigs. Results showed significant suppression of tuberculin skin test reactivity and reduced blood monocyte levels in 6-MP-treated animals. J Exp Med. 1973 Jun 1;137(6):1494-510
NSG mice Leukemia model Oral 50 mg/kg 10-day course To evaluate the effect of MSH6 knockdown on 6-mercaptopurine treatment, results showed that MSH6 knockdown cells were able to continue proliferating under 6-mercaptopurine treatment. Haematologica. 2018 May;103(5):830-839

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT01324336 Acute Lymphoblastic Leukemia COMPLETED 2025-12-13 The Children's Mercy Hospital,... More >> Kansas City, Missouri, 64108, United States Less <<
NCT00602134 Acute Lymphoblastic Leukemia COMPLETED 2025-11-02 MDS Pharma Services, Phoenix, ... More >>Arizona, 85044, United States Less <<
NCT03920813 Acute Lymphoblastic Leukemia PHASE4 UNKNOWN 2025-12-21 -

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

6.57mL

1.31mL

0.66mL

32.86mL

6.57mL

3.29mL

65.71mL

13.14mL

6.57mL

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